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Chapter 58: First Times

We were walking. Well, Saisaie was walking. I was dangling in the air. I had been smart this time and at least managed to wrap my tail up and over my legs, putting something between my dick and her flesh. I should have done it earlier but… well, I hadn’t really considered the possibility at the time. My tail, even as it lay on my chest a bit now, was still a new part to me. I kinda just let it do its own thing. Namely, swing around, slink around, and murder. It was strangely… nice, actually, feeling it on me like this. Questions for later.

Once more I had become underwear, but what took me by surprise was the strange… warmth inside. It wasn’t normal. It felt like there was a ball of heat directly between my stomach and crotch. And it only began to ‘exist’ it felt like, when I was touching Saiesaie. More questions for later.

As for right now? I was getting a first hand impression of what it was like to be underwear.

It was really really boring.

Saisaie talked to a few different women as she walked by, having conversations in a language I couldn’t understand. I observed, upside down, trying to see if I could notice anything that would help me get out of this.

Nope. Just a jungle tribe out in a village. The primary weapons seeming to be bow and arrow and spear. No walls. I wondered about that. Was it so safe in this area and village, that they only needed the occasional weapon, or were they a nomadic tribe that moved around because it was dangerous out here?

Either way, when their conversation finally finished, it was right back out into the jungle. I had gleaned enough to figure out what role Saisaie played in the tribe. She was a scout. It was probably her job to patrol around the outskirts of the village, watching for anything unusual.

Like us.

Sigh.

Saisaie continued to walk around, patrolling.

For hours.

Honestly, it wasn’t… uncomfortable. These weird strings they used spread out to make a comfortable mesh underneath me. It almost felt like being on a mattress at times. The smell was a bit annoying but it was one of those things you get used to. Getting wet was… fine, if you ignored it. My dick nearly rebelled multiple times but I kept it contained. Yes, if this situation was consensual… maybe. But it wasn’t and that made it bad, my dick. Stop trying to rebel.

It was the sweat that first started to bother me. Humans, elves, probably most creatures and races, sweat. Giant women were no different. And some of that sweat dripped onto me. By the time a few hours had passed, I was wet for multiple reasons and dearly wishing I could take a bath.

The first ‘event’ that popped up took me completely by surprise. One moment, it was yet another boring moment, making me almost fall asleep. The next, Saisaie had a spear out and was stabbing forward rapidly. I looked up and saw her stabbing towards a tree. I was confused as hell… for half a second.

The tree moved.

I noticed now it wasn’t one of the ‘giant’ trees but more like a small thin one. And it did not take kindly to being stabbed. I watched as Saisaie was no slouch in combat, rapidly stabbing the branches that came swinging down and neatly breaking them. She stayed back, remaining careful, and continued stabbing the tree. Eventually, it had no more branches left to swing and she relentlessly stabbed into its trunk. The tree monster shuddered and it even looked like it was trying to move, only to be ruthlessly stabbed over and over, until it suddenly stopped and fell limp. Saisaie continued to stab it anyway, for over five minutes, before she broke the tree in half.

That had been interesting. Even more so that she didn’t return to the village afterwards but continued to patrol like it was no big deal… after rubbing me a bit. I was confused as all hell, until I saw her doing the same with her other hand to her breasts. Ah. She was checking us for injuries. Still, I would prefer not to be rubbed by a giant finger on my backside, thank you very much.

Time continued on and honestly, I probably did take a nap. There was only so much stimulus you could get from being tied to a woman’s vagina, especially if you don’t want to cum your brains out. I was awoken by a different movement and realized the woman I was tied to was squatting. I was much closer to the ground now.

Then I realized why she might be squatting and flipped out.

NO NO NO NO!

Thankfully, those miraculous metal like strings pulled me to the side. Crisis averted, especially as an absolute torrent appeared next to me. Fun fact, women don’t piss out of their vagina but urethra, a separate hole. A fact that became all the more relevant as it was like a fucking geyser appeared out of thin air right next to me. It was like being next to a waterfall.

Thankfully I wouldn’t have to suffer such horrors as I had been moved to the side. I did get to watch though. That was certainly an experience. It was like a whole fucking pond’s worth of water, at least.

Eventually though, she finished, wiped with a god damn leaf, and things were back to how they were.

In others words, boring. I hoped Riary and Tyler were at least having a more interesting time.

****

“S-S-So cold.” Tyler said.

He and Riary had worked tirelessly to build an igloo. The first time it had collapsed they had nearly fallen into despair. But they had worked. Riary had used her limited fire to melt the ice and then it would freeze together after a moment, creating a solid structure.

Finally, it had been made and made well at that. It was noticeably cooler in the igloo. Still freezing though. He had gone out, feeling like he had gone from a freezer into an ice pond, to grab some wood. It had taken far too long to find some. His thoughts felt they were so slow. By the time he returned, Riary had managed to squeeze out some worry along with her shivering.

“I-I-I H-h-h-hate the cold sooo m-m-much.” Riary said, lighting the sticks he had gathered on fire.

It was small but it was there. They probably already had frostbite and he didn’t want to think of what would happen because of that. But at least now they might not die of hypothermia.

“S-Stupid Gem.” The shakes were coming down now. Still so, so cold.

Tyler sighed. In a way, he felt this was all because of him. They had focused so hard to find a Gem and when they did, it had all led to this.

“I’m sorry Tyler.” Riary said, guilt clear on her face. “This is all my fault.”

Tyler blinked. Then let out a chuckle.

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“I was just, thinking the same thing.”

“What? No! I, I’m the one who hid the stupid thing. Let the Goddess damn thing get stolen. And now we’re… here. In this damn wasteland. It’s all my fault.” Riary knocked her head against the wall.

Tyler shook his.

“No. We should have just talked. I shouldn’t have ignored everything. Even if I didn’t know… your feelings…” Tyler blushed, remembering their very awkward conversation, after Derek had spelled everything out. “...You are still my best friend here. I should have thought about how leaving would affect you guys. I did the same thing with my family. You know, originally, I was so excited to be in this new world? I mean it’s a fantasy world! But… I never thought about my family. And I made the same mistake twice.”

Tyler hung his head. If he had just thought about other people’s feeling for once, this-!

“Tyler.” Riary reached out and took his hand.

It was ice cold but compared to the rest of the world, it felt so warm. His heart skipped a beat. A different heat began to grow inside him, as he stared at Riary. At her beautiful eyes, her cute little nose, her short hair… her short body as well and…

“Small.” He said, while looking at her breasts. Riary’s face immediately became a pinched frown.

“Tyler, you bastard-”

“I… like small.”

Riary blinked and then blushed, a smile coming onto her face. Tyler felt like Riary’s flames were melting his frozen heart. It was beating so fast now. He, he had never… he shakingly brought his hand to her back, moving over her. She smiled the happiest smile he had ever seen on her. She was always, she was, she is Riary.

Riary, his first friend since coming here. Riary, a powerful fire mage that could keep up with his own hero powers. Riary, the person that would yell at him whenever he messed up, argue with him relentlessly over nothing, happily talk about magical theory for hours, and never let him mope for too long. Riary, his companion, his comrade, his best friend.

But that was not all that Riary was. She was so much more.

And now as he felt her own arms wrap around him, saw the breathtakingly nervous and happy smile on her face, and felt as he got on top of her, he was reminded of a simple fact he had somehow missed.

Riary was also a woman.

His dick was up, resting on her stomach between her legs. Just touching her like this, holding her in his arms, he could have been satisfied with just that forever. But he was blessed with more. He was nervous, his heart beating so fast, so hard.

“I-I-I.” He felt like he would go crazy looking into her eyes. She touched his cheek with a smile he’d never seen and he felt the perfect words pull themselves out of his chest.

“I love you.”

He could feel her heartbeat from her chest to his own. Feel how fast and hard it was going. Watch and feel how his words almost made her shed tears of joy.

“I love you too. I- I-” Riary took a shaky breath, turning into white mist in the air. Her voice was shaky, happy, intense, fragile.

“I didn’t think you felt the same way.” She leaned forward to kiss him and he met her. He would show exactly how he felt. He had been an idiot. He was an idiot. But he wouldn’t fail here.

Tyler had never kissed anyone, it was his first time. Riary seemed just as inexperienced. They fumbled, it wasn’t great, but as the minutes passed they got better. He almost laughed. Riary would never let him beat her and he would never let himself fail. He felt like he falling into a sea as he continued to kiss her. Felt her in his arms. He loved this woman and would never let her go.

He leaned back, lining his dick up in between Riary’s legs. His mind felt like it blanked out and his nervousness returned in full.

“G-Go slow.” Riary’s voice said, sounding just as nervous as he felt. This time Tyler did laugh.

“W-What?!” Riary said, immediately offended and sounding a bit… scared.

“It’s just… I’m really really nervous. I’ve never… done this before.”

Riary blinked at him, mouth slowly dropping.

“B-But you’re a hero! H-How?!”

“Well… back on earth I was just nineteen. And a nobody. We celebrated my twentieth birthday together half a year ago.”

“You refused to tell me how old you were turning!”

He scratched the side of his neck. Well… it was a bit embarrassing! Konohora… was brutally honest. All. The. Time. He knew she thought of him as gullible, ignorant, naive, and more. Telling everyone he was turning twenty… it just seemed like it would lower their opinion of him.

Riary let out a small chuckle that soon turned into a massive breath of relief.

“It’s my first time too.” She said with a smile.

Now it was Tyler’s turn to blink.

“But you’re beautiful.” He said in confusion.

Riary blushed.

“I-I never, I just… it just never happened. Not until…” Riary’s complexion started to go dark and she started to look away. Tyler wasn’t that ignorant. He squeezed the legs he was holding and smiled as she quickly looked back.

“I’ll be your first then.” And she gazed at him with love in her eyes. Flames appeared in her eyes, shifting to pink for a moment.

He took a deep breath, and pushed forward. Instantly he saw and heard Riary wince a little and stopped. Panic began to take over his brain as-

“S-Slowly. Please.”

He went slower, pushing and pulling, getting a little deeper every time, feeling his dick get a little wetter every time. Riary still winced but she soon began to huff little breaths. Tyler did too. It was starting to feel, good. Really good. He had always heard of people having sex but… it wasn’t anything like masturbation. As he felt his dick fully penetrate Riary it felt like an electric shock had gone through his brain and chemicals he had never felt began to light up inside his body.

So, warm. So, so good.

He looked down and saw Riary was feeling just as good as he was. Her face, she was so beautiful. So, hot. He reached down, putting his hands over her breasts.

“Ah! Y-your hands are so cold!” He pulled them back, only for Riary to take them in her own.

They both smiled, connected to each other. Tyler began thrusting again and soon, moans and grunts began to fill the air. Tyler felt amazing. Sex was so much better than people had told him. But it wasn’t just that, he could feel just how good Riary was feeling and it sent him into overdrive. His body, he was pleasuring her, making her feel good. It was, he couldn’t describe it. It was… so satisfying.

He began to go faster, harder, holding her tighter as she began to squeeze him, both with arms, legs, and her vagina. He wrapped his arms around her and kept thrusting, feeling her hot breath next to his ear, her moans piercing right into his mind. He kept going, feeling her body arching and getting warmer and warmer. There was a heat building inside him as well and he tried to resist but… the onrush of pure pleasure was just way too much. He couldn’t stop it and thrust one final time, cumming deep into her.

Riary let out a deep extended moan, body arching more as he continued to cum inside her. He held her tight in his arms, as they both just breathed. Minutes passed, euphoria slowly pulling itself away from his mind. He was tired and sweaty but he leaned up and looked down at Riary.

She looked, extremely satisfied. She looked at him and both of them were full of smiles.

“That feels… really warm you know?” Riary said.

“Sorry.” Tyler said with a chuckle.

He made to pull out, only for Riary’s legs to stop him.

“No.” Was all she said simply, bringing him down with her arms.

It had been a very long day. A very long, hectic day. As Tyler felt Riary in his arms though, he wouldn’t trade this day away for anything. Still inside her, he began to drift off to sleep.

They would handle the rest of the world when they woke up. Together.

****

I wonder if Riary and Tyler were having a less boring day?

Nah. Probably not.

The day was starting to end and as we begin to walk back towards the village, I heard something that nearly made me fly into a rage.

Music. Music I recognized.